He was a psychiatrist and therapist (with Tobias claiming to be the first "Analrapist") but lost his licenses after harming a man during CPR. He has since been seeking work as an actor, though with little success. He aspired to be a member of the Blue Man Group for a while, but they rejected him.

Lindsay married Tobias as a form of protest against her parents, but the two rarely have intimate moments. Although he repeatedly denies it, he is most likely homosexual. He suffers from a rare psychological condition, making him a Never Nude.

Tobias has a strange pattern of speech that makes almost everything he says have a disturbingly sexual undertone. He seems unaware of this.

From 1994-1998 Tobias attended the University of Pennsylvania. He was a member of the Tau Epsilon Phi fraternity, a fact that is both unfortunate and surprising given his hilarious nature and the fraternity's innate aversion to fun and laughter. In Boston he was both a psychoanalyst and a psychotherapist and thus claimed he was the world's first "analrapist." He lost his licenses after harming a sleeping man with unnecessary CPR. He moved to California with his wife and daughter to figure out his next steps. ("Pilot") He continued to use his education to assist those in the Bluth family, but never to any good outcome. In 2012 as part of a work-release program from prison Tobias worked for Lucille Austero at Austerity. ("Smashed")

After moving to California in 2003 Tobias decided that his destiny was to become an actor, and he pursued this career for several years without any success. Highlights of his "career" include: being turned down for the role of 'Dr. House'; landing the part of "Frightened Inmate #2" in a prison film, only to get fired for not being able to do the shower scene due to his condition (see below); and attempting to join the Blue Man Group as a standby understudy and, as a consequence, spending part of the second season covered in blue make-up.

In a move inspired by the film Mrs. Doubtfire, Tobias masquerades as a British housekeeper/nanny named "Mrs. Featherbottom" in an attempt to spend time with his wife and daughter after Lindsay kicks him out of the model house. While the disguise fools no one, the family humors him since this gets the housework done.

Although he continually takes very expensive acting lessons from Carl Weathers (the actor who is mostly known from his portrayal of Apollo Creed in the Rocky franchise as well as a Marine in Predator), he mainly gets tips on how to make stews from Mr. Weathers. Lindsay continually pokes fun at Tobias' desperation to become an actor, and they split up and reconcile many times over the course of the series.

Tobias suffers from "Never Nude" syndrome (which, as the narrator states, is "exactly what it sounds like") and wears denim cut-off shorts at all times in order to avoid anyone (including himself and his wife) seeing his pelvic area. The condition is similar to severe gymnophobia, although it is portrayed humorously. He conquers this for a time in the middle of the first season, but after a close-up picture of his genitalia is shown on the evening news (where it has been mistaken for a photo showing evidence of WMDs in Iraq), he is driven back to the cut-offs. ("Sad Sack") He reveals this to Lindsay at Spring Break. ("Spring Breakout")

Tobias has said many things that make people question his sexuality, and he is shocked to hear when Lindsay tells him that the family thinks he's gay. He blames this on how "romantic" he is and even though he is now aware of what people think of him, he does not change. ("Indian Takers")

He makes frequent sexual double-entendres to which he seems completely oblivious. He even records himself saying these clearly homosexual statements and concludes that he is a "Blow Hard", further showing his propensity to be completely ignorant of his actions. Lindsay, who married Tobias to spite her parents, is convinced that her husband is a homosexual. His book, The Man Inside Me, is a cult gay hit, as Tobias wrote on the topic of romantic relationships with only male pronouns, to avoid confusion. ("Let 'Em Eat Cake")

He has experienced sexual difficulties with his wife. This leads to their joint decision to try an "open" marriage, even though Tobias himself acknowledges that this path never works. ("The One Where Michael Leaves") Tobias doesn't really follow through with the "open relationship", and often stalks his wife covered in blue paint, following her around on her attempted dates hiding in areas that are blue in color in order to remain unseen. ("The One Where They Build a House")

Tobias has a relationship with recovering drug addict DeBrie Bardeaux, though the physical nature is never explained. His sexuality is made even more ambiguous as DeBrie is mistaken for an elderly man by a doctor. ("A New Start")

It is often hinted at (though never explicitly stated or fully developed) that Tobias is actually a black man with a skin condition. For example:

In the Season One Character cover, he is pictured wearing a Dashiki.

In "Good Grief" Tobias remarks, "I am surprised that she’s going after somebody so similar to my own type," when he learns Lindsay is attempting to have sex with Ice, the family's new black bounty hunter, though this also works as a reference to his sexuality.

In "Red Hairing," the narrator states that the black politician Herbert Love reminded Lindsay "so much of Tobias when they first started dating."

In "Smashed" Tobias' middle name is revealed to be Onyango. Onyango is a name used by Luo People in Kenya and Uganda. Notably, Barack Obama's father's middle name is Onyango. Further, the name could be a play on the name Annyong, who is the adopted Korean son of Lucille and George Bluth

Tobias is very fond of awkwardly rolling or somersaulting into and out of certain situations mainly to show his dexterity and balance though this often backfires. Indeed, Fünke claims to command "cat-like reflexes."

After losing his job and medical license in Massachusetts, Tobias, Lindsay and Maeby moved back to California. At George's retirement party he accidentally boarded a group of actors protesting the yacht club's ban on gay marriages at sea. From spending the day with the actors, he realized he wanted to become an actor. ("Pilot") He begins his acting career by auditioning for a Fire Sale commercial but overacts and is passed up for Lindsay's accidental realistic approach. ("Top Banana")

Tobias has highs and lows as moves out of Lindsay's bedroom but is offered the role of Frightened Inmate #2 from Carl Weathers. ("Marta Complex") Lindsay and Tobias make amends and she helps him get over his Never Nude issue for his new role. ("Beef Consommé") He then checks himself into George's prison to research the role. ("Staff Infection") George trades Tobias for a pack of cigarettes, but Tobias rebounds by accidentally talking White Power Bill into killing himself and becomes "Dorothy", the leader of the inmates. ("Missing Kitty")

Tobias and Lindsay decide to try an open relationship. Sad that Lindsay finds a date within the first 10 minutes, he happens across the Blue Man Group and decides he wants to be a member. ("The One Where Michael Leaves") Tobias auditions for the BMG and stalks Lindsay while wearing blue makeup. ("The One Where They Build a House") Tobias dresses in blue paint, hoping the BMG will call him as an understudy, but is mistaken for George by Ice and is tackled. ("¡Amigos!") Tobias is flattered that Lindsay would go after someone so similar to himself, in Ice. ("Good Grief")

Tobias starts working out and accidentally photographs himself in the bathtub. Close-up photos of his scrotum frighten every echelon of the US government. ("Sad Sack") Tobias, in blue paint, visits Lucille to keep her company but she mistakes him for a colored man and blows her rape horn in his ear, making him temporarily deaf. He is hit by a high Lucille due to his deafness. ("Afternoon Delight") Tobias hangs out at Tantamount Studios spreading the name "Fünke" which only helps his daughter Maeby Fünke secure a job there as a movie exec. ("Switch Hitter")

Lindsay and Tobias bond when they break into Maggie Lizer's house and discover that she is actually pregnant. ("Out on a Limb") Tobias and Lindsay continue to bond over the baby that isn't theirs, nor Michael's (as they all assume.) ("Hand to God") Tobias meets up with Carl Weathers at a Burger King and signs his family's story rights away for the chance to portray George Bluth in the Weather-directed episode of Scandalmakers. While preparing, he discovers George hiding in the attic. ("Motherboy XXX")

Lindsay kicks Tobias out of the house and he dons a Mrs. Featherbottom disguise to see Maeby and prove to his family that he is a talented actor. ("The Immaculate Election") Michael gives Tobias a job as his assistant because Lindsay is tired of Mrs. Featherbottom's constant presence. George has Tobias deliver a video tape to the Bluth Company employees and Tobias unwittingly helps the FBI. ("Sword of Destiny") Tobias struggle to juggle his Mrs. Featherbottom character and his real identity, desperate for someone to realize it is him. They enjoy his servitude too much to give it up, but Michael finally gives up the gig when he needs to know where George Michael went. ("Meat the Veals")

An FBI agent named Frank asks Tobias to be a "mole" for the family, but Tobias thinks it is an acting gig. Donning a mole costume, Tobias destroys Tiny town. ("Mr. F") Tobias' paralysis worsened to the point where he needed a wheelchair, which he sometimes fell out of. ("The Ocean Walker") The Bluth family held a fundraiser for Tobias' Graft Versus Host disease, which was caused by his hair plugs. All he needed to do to be cured was have them removed. ("Prison Break-In")

Lindsay attempts to divorce Tobias so she can date Bob Loblaw but Bob acts as Tobias' attorney. ("Making a Stand") Tobias attempts to teach Maeby some discipline by making her assemble glitter-filled gift bags for casting directors. ("S.O.B.s") Tobias befriends a priest named Ben and they protest to keep the comatose Buster alive. This causes a fight between Tobias and Lindsay, and Buster demands they fake their marriage for the sake of the whole family. ("Fakin' It")

Tobias meets a "girl Michael" at the gym and takes a liking to her. Lindsay meets her/him too and they converge on a date, and end up bonding with their anger toward "girl Michael." ("Family Ties") Tobias refuses to betray his family for Wayne Jarvis but is conned into participating in a "scrapbooking" event led by Detective John Munch. ("Exit Strategy") Tobias organizes George's exoneration party on the RMS Queen Mary and hires the Hot Cops as entertainment. ("Development Arrested")

Tobias and Lindsay decide to call off their relationship again. To take advantage of his new mantra "a new start" (represented on his license plate as ANUSTART) Tobias finds Lindsay' copy of Eat, Pray, Love and travels to India where he is hit by a bus and spends two weeks in a hospital. He returns to America and he and Lindsay buy a mansion on a NINJA loan. Tobias takes Lindsay to a method acting clinic (which turns out to be the Garden Grove Methadone Clinic) and he meets DeBrie who tells him she was Sue Storm in Fantastic Four. At C.W. Swappigan's. Tobias finds that he has fallen for her, and the two runs off together without discovering that Lindsay and Marky Bark has done the same.

Hoping to capitalize on her old role, DeBrie and Tobias takes to street performing as Sue Storm and the Thing, but they are repeatedly sued by Marvel for copyright infringement. The duo is soon in a dire financial state, and DeBrie's health deteriorates and she is rushed to the hospital by Tobias. Here he turns down a $120,000 job offer from Lucille Austero. This is the last straw for DeBrie, who leaves him for good.

Tobias tries street performing solo as the Thing for short while in a desperate bid to keep his actor dream alive, but is only met with more lawsuits. Tobias now finds out that he can't remove his costume without help, and hoping to get Maeby's assistance, he heads for her last known address in Sudden Valley. Unbeknownst to Tobias, Maeby has rented the house to the filming of John Beard's To Entrap a Local Predator: Orange County Edition: Super Creep, and he accidentally walks in on the trap set by the film crew, and, eager to meet his daughter and getting his costume removed, he manages to unwittingly digging himself deeper by shouting unfortunate double ententes such as "Is there a little girl alone here?" and the equally incriminating "Daddy needs to get his rocks off." Without ever realizing what he has gotten himself into, Tobias finds himself arrested and registered as a sex offender.("A New Start")

Marky, meanwhile, has mixed up Lindsay's luggage-bag with Tobias' and placed the bomb he was planing to put on the Love float on his boat, with Tobias aboard. The explosion sinks Marky's boat. ("Queen B.")